History YMMV / ItChapterTwo

** A strange example of {{Inverted}} {{Narm}}. When Eddie is fighting the leper, it vomits all over his face. Then out of nowhere, “Angel of the Morning” plays for no reason. It’s clearly meant to be funny, but it’s so out of place that the audience will likely find themselves wondering what the hell it is they just saw than laughing. Which can then loop all the way around to laughing at the incredibly strange attempt at humor.
** The arcade scene comes across as this. Many feel like the writers just looked at A03 or fanfiction.net for inspiration, and they could've done better with it.

* HollywoodHomely: Downplayed in Richie's case. Upon seeing the adult Ben and Beverly, he [[SelfDeprecatingJoke remarks "what the fuck happened to me?" in a pretty disappointed voice]], despite being played by Creator/BillHader who at worst is just a little unkempt with a permastubble. Then again, it is ''Richie'' we're talking about, and that is something he would say. No one else ever says that he looks ugly throughout the second film.

** Richie. If you thought what he went in the first movie was horrible, he gets it worse this time around. He accidentally scares away a fan (the aforementioned Dean) after he thought he was Pennywise, [[spoiler:is tormented by Pennywise himself for his secret (being gay), and then watches his best friend and crush Eddie die (and is covered in his blood). The last time we see him on the film, Richie is re-carving his and Eddie's initials on the kissing bridge, implying he hasn't really moved on from Eddie's death. Out of the remaining Losers alive, he gets the short end of the stick when it comes for closure.]]

** Richie. If you thought what he went in the first movie was horrible, he gets it worse this time around. He accidentally scares away a fan (the aforementioned Dean) after he thought he was Pennywise, [[spoiler:is tormented by Pennywise himself for his secret (being gay), and then watches his best friend and crush Eddie die (and is covered in his blood). Out of the remaining Losers alive, he gets the shortest end of the stick when it comes for closure.]]

** Richie. If you thought what he went in the first movie was horrible, he gets it worse this time around. He accidentally scares away a fan (the aforementioned Dean) after he thought he was Pennywise, [[spoiler:is tormented by Pennywise himself for his secret (being gay), and then watches his best friend and crush Eddie die (and is covered in his blood).]]

* UnintentionallyUnsympathetic: To a lesser extent, Stanley’s suicide or [[spoiler:rather his "sacrifice".]] It's meant to come across as a tough but [[spoiler:ultimately the right choice, as his sacrifice would be necessary to ensure the Losers presented a united front against IT.]] But the problem is that we don’t learn of this until after [[spoiler:IT's defeat]] and most of the time until then presented it as if he were too afraid to face IT again. Instead, his [[spoiler:"not suicide"]] letter comes more across as Stanley trying to rationalize and justify his cowardice.

-->'''Richie:''' [[LamePun Well,]] ''[[LamePun that]]'' [[LamePun was long overdue]]. [[DontExplainTheJoke Get it? Because we're in a library, and]]-- (''[[VomitIndiscretionShot pukes]]'')

** To a much lesser extent, Bev/Ben and Stan/Bill are well-liked ships.

** Adrian Mellon and his boyfriend, Don Hagarty, are two completely normal guys set upon by a brutal group of homophobes. Adrian is shown to be a very kind man, giving a prize he won to a little girl for 'letting him win', and when he stands up for himself to said homophobes, he ends up beaten to near death. When thrown off a bridge, Pennywise makes Adrian his first victim in 27 years. To make this worse, Don can only watch helplessly. His look of relief when seeing Pennywise fish Adrian out of the river - thinking he was a good Samaritan - turning to one of horror is ''heartbreaking''.
** The aforementioned little girl, Victoria, or "Vicky", is given a surprising amount of depth beyond 'victim'. She has a port-wine stain mark on her face, resulting in people mocking and ridiculing her, and Pennywise targets her by appealing to her sense of empathy and kindness before promising to remove the mark (by killing her). Even worse, her mother is shown to be [[AbusiveParents quite cold]] to her, meaning Adrian's act of kindness might be the one major expression of kindness she's experienced in a long time.

* IronyAsTheyAreCast: Creator/NicholasHamilton plays a violent homophobic bully. But in real life Hamilton is part of the LGBTQ+ community, and is a staunch progressive.

** A strange example of {{Inverted}} {{Narm}}. When Richie is fighting the leper, it vomits all over his face. Then out of nowhere, “Angel of the Morning” plays for no reason. It’s clearly meant to be funny, but it’s so out of place that the audience will likely find themselves wondering what the hell it is they just saw than laughing. Which can then loop all the way around to laughing at the incredibly strange attempt at humor.

** Henry stabbing Eddie in the face is ruined by the latter asking why he did it. It’s pretty clear why he did it Eddie. He’s trying to kill you.

** Henry stabbing Richie in the face is ruined by the latter asking why he did it. It’s pretty clear why he did it Richie. He’s trying trying to kill you.

** Sophia Lillis was one of the tallest kids during the first film. In the following years, the rest of the cast now ''towers'' over her. Finn Wolfhard even commented on this during an interview about how she was the one who needed the least de-aging CGI.

** It’s new spider design has been mocked for blatantly shoehorning in the popular Pennywise persona, resulting in a weird mishmash. Aptly described on WebVideo/HalfInTheBag as “In the book there’s a giant spider. But people like the clown. Clown spider!!!!”.

* It’s new spider design has been mocked for blatantly shoehorning in the popular Pennywise persona, resulting in a weird mishmash. Aptly described on WebShow/HalfInTheBag as “In the book there’s a giant spider. But people like the clown. Clown spider!!!!”.

* ItWasHisSled: It's pretty much known that Eddie dies.

** Creator/JamesMcAvoy also deserves credit for his performance as adult Bill. He's great at capturing an older version of the {{Stutter Stop}}ing NiceGuy played by Creator/JaedenMartell, and his determination makes you practically ''begging'' for him to [[spoiler:protecct Dean and atone for not saving Georgie when he was younger, but he unfortunately fails just as hardly as last time.]]

* MoralEventHorizon: If nothing else Pennywise did in the first movie or before this very point in the second crossed it, then he finally definitively crosses it when the Losers all return to Derry. To further clarify, he [[spoiler:tells Bill that Georgie's death is his fault for not being there in his place as he faked being sick. Then, in a ''very'' special KickTheDog moment, Bill is ForcedToWatch and relive his traumatic childhood when Pennywise takes childish glee in trapping and graphically devouring Dean, another young boy whom Bill wanted to protect as to make amends for his supposed failure to save his own little brother all those years ago. And the kicker to all this? Bill tells Pennywise to take him instead since he's there now, but the latter rejects the former's request out of sadism and spite.]]

* AwardSnub: Following the announcement of the Academy Award nominations, some can feel Bill Hader was cheated out of receiving a nomination for Best Supporting Actor following showing off his rare dramatic chops in this film.

* MoralEventHorizon: If nothing else Pennywise did in the first movie or before this very point in the second crossed it, then he finally definitively crosses it when the Losers all return to Derry. To further clarify, he [[spoiler:tells Bill that Georgie's death is his fault for not being there in his place as he faked being sick. Then, in a ''very'' special KickTheDog moment, Bill is ForcedToWatch and relive his traumatic childhood when Pennywise takes childish glee in trapping and graphically devouring Dean, another young boy whom Bill wanted to protect as to make amends for his supposed failure to save his own little brother all those years ago. And the kicker to all this? Bill told Pennywise "I'm here this time, just take me!", but the latter rejects the former's request out of sadism and spite.]]

* MoralEventHorizon: If nothing else Pennywise did in the first movie or before this very point in the second crossed it, then he finally definitively crosses it when the Losers all return to Derry. To further clarify, he [[spoiler:tells Bill that Georgie's death is his fault for not being there in his place as he faked being sick. Then, in a ''very'' special KickTheDog moment, Bill is ForcedToWatch and relive his traumatic childhood when Pennywise takes sadistic glee in trapping and graphically devouring Dean, another young boy whom Bill wanted to protect as to make amends for his supposed failure to save his own little brother all those years ago. And the kicker to all this? Bill was perfectly willing to die in Dean's place, but Pennywise ignores him completely when he says "I'm here this time, just take me!".]]

* MoralEventHorizon: If nothing else Pennywise did in the first movie or before this very point in the second crossed it, then he finally definitively crosses it when the Losers all return to Derry. To further clarify, he [[spoiler:tells Bill that Georgie's death is his fault for not being there in his place as he faked being sick. Then, in a ''very'' special KickTheDog moment, Bill is ForcedToWatch and relive his traumatic childhood when Pennywise takes sadistic glee in trapping and graphically devouring Dean, another young boy whom Bill wanted to protect as to make amends for his supposed failure to save his little brother all those years ago. And the kicker to all this? Bill was perfectly willing to die in Dean's place, telling Pennywise "I'm here this time, just take me!".]]